[4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}-4H-chromen-3-yl)phenyl]oxidanesulfonic acid

• ChemBase ID: 169605
• Molecular Formular: C28H26O17S
• Molecular Mass: 666.56084
• Monoisotopic Mass: 666.08907037
• SMILES: c1(cc(c2c(c1)occ(c2=O)c1ccc(cc1)OS(=O)(=O)O)O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)OS(=O)(=O)O)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C28H26O17S/c1-12(29)40-23-24(41-13(2)30)26(42-14(3)31)28(44-25(23)27(34)38-4)43-17-9-19(32)21-20(10-17)39-11-18(22(21)33)15-5-7-16(8-6-15)45-46(35,36)37/h5-11,23-26,28,32H,1-4H3,(H,35,36,37)/t23-,24-,25-,26+,28+/m0/s1
• InChIKey: RGMSZZAWXFJQNL-YYDZWWTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}-4H-chromen-3-yl)phenyl]oxidanesulfonic acid
• IUPAC Traditional name: [4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}chromen-3-yl)phenyl]oxidanesulfonic acid
• Synonyms: 5-Hydroxy-4-oxo-3-[4-(sulfooxy)phenyl]-4H-1-benzopyran-7-yl Tri-O-acetyl-β-D-glucopyranosiduronic Acid Methyl Ester; Genistein 7-(Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester) 4'-Sulfate

Database IDs

• PubChem SID: 162263737
• PubChem CID: 71317059

CALCULATED PROPERTIES

• Acid pKa: -2.4944694
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): -0.25381082
• LogD (pH = 7.4): -0.2876212
• Log P: -0.011915414
• Molar Refractivity: 145.9101 cm^3
• Polarizability: 59.3514 Å^3
• Polar Surface Area: 233.79 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - G349985

Protected Sulfuric Acid conjugated Genistein metabolite.